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Once Upon a Time: A Brief History of Storytelling

Annie Cosby
March 19, 2024 | 3 min read

History of Storytelling

Stories are the building blocks of the human experience. From "once upon a time," to "the end," humans make sense of the world through stories.

Think of your day: Every conversation, every email, every text — even our thoughts — are made up of stories. And the art of turning those stories into something for public consumption is just as old as humanity itself.

From the earliest cave paintings to the latest binge-worthy Netflix series, the art of narrative has always been an integral part of the human experience.

Let's take a look through history to see the profound importance of stories...

 

The Origins of Storytelling

Long before the written word graced paper or parchment, humans communicated through oral tradition. And this is exactly what World Storytelling Day celebrates today. In the grand tapestry of human history, few threads are as vibrant and enduring as the tradition of oral storytelling. Our ancestors wove tales by firelight, passing down myths, legends, and histories from one generation to the next.

And this tradition spans cultures, continents, and epochs, leaving an indelible mark on the collective imagination of humanity.

The earliest enduring concrete evidence of storytelling can be found in the cave paintings of ancient civilizations, like the Lascaux cave in France, dating back over 17,000 years.

 

 

The Role of Storytelling in Ancient Civilizations

As human societies evolved, so did the art of storytelling. In ancient civilizations like Egypt and Greece, stories played a central role in religious, political, and social discourse, and the development of writing systems like cuneiform and hieroglyphics allowed for the dissemination of stories on a larger scale.

Scribes and scholars became the custodians of knowledge, preserving myths, legends, and historical accounts for future generations. Meanwhile, poems like the "Epic of Gilgamesh" and the "Iliad" immortalized heroes and gods.

 

Storytelling in the Middle Ages & Renaissance

During the Middle Ages, storytelling flourished in the form of epic poetry, troubadour ballads, and medieval romances. Bards traveled from town to town, regaling audiences with tales of chivalry, courtly love, and adventure in a fabulously entertaining form of oral storytelling.

The invention of the printing press in the 15th century revolutionized the way stories were disseminated, making books more accessible to everyone. This led to the proliferation of different literary forms, especially the novel!

 

 

Stories in the Modernity

The advancement of technology in the nineteenth and twentieth centuries brought even more change to storytelling. The rise of newspapers, radio, television, and film all transformed the way we tell and consume narratives.

The arrival of the mass-market paperback, video games, the ebook, social media, and smartphones brought even more rapid change. Digital platforms have especially democratized the art of storytelling, allowing anyone with an internet connection to share their narratives with a global audience!

 

Storytelling Today

Think of all the roles and functions that storytellers play in our society today. Here are just a few examples:

  • Oral Storytellers: Traditional folklorists in many cultures keep this art alive, and professional speakers put a modern spin on captivating an audience.

  • Writers: Writers craft stories through the written word, whether in the form of novels, short stories, poetry, scripts for film or theater, or non-fiction works.

  • Musicians & Songwriters: Music has long been a vehicle for storytelling, creating narrative through lyrics, melody, rhythm, and instruments.

  • Visual Artists: Painters, illustrators, graphic novelists, and other kinds of visual artists tell stories through arresting visual imagery, often communicating stories with symbolism and metaphor.

  • Journalists: Journalists tell stories from the real world through factual reporting, aiming to inform, educate, and advocate for change.

  • Filmmakers: Those who use film to convey narratives weave together many elements, like visuals, dialogue, music, and editing.

  • Performers: Actors, dancers, and other performers bring stories to life through their physicality and stage presence. They use movement, expression, and sometimes dialogue to convey narratives in live performances.

  • Educators: Teachers, professors, and educational specialists utilize storytelling as a tool for instruction and explaining complex ideas.

  • Digital Storytellers: With the rise of technology, storytellers now have access to a wide range of digital tools and platforms for conveying narratives — everything from video games to apps to virtual reality.

 

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In an increasingly interconnected world, storytelling remains as essential as ever. It provides a sense of identity, belonging, and meaning in a society often characterized by rapid change and uncertainty.

Most importantly, the act of sharing stories reflects our innate desire to make sense of the world and connect with others on a deeper level.

What does storytelling mean to you? Hop over to Instagram or X to let us know!

August 26, 2026 5 min read

Freewriter Mike Somerby left a lucrative marketing career in e-commerce to start a print-only literary magazine by and for Montanans. Yes, you read that right.

We sat down with Mike to find out how ... and why.

Mike Somerby identifies as a writer — with some reservation.

"I think all who write are 'writers,'" he says, "even if the writing itself amounts to a simple letter to a friend or a personal journal entry."

We couldn't agree more. And we're thrilled that this particular writer writes his essays on Freewrite. Maybe that's why we felt comfortable asking him:

What inspires a professional brand marketer to leave his 9-5 and jump feet-first into the literary world of Bozeman, Montana?

Luckily, he was happy to tell us.

AC: Before we get into the lit mag, it actually isn't your first foray into the literary community, right?

MS: For about ten years — the lion's share of my professional chapter — I worked, in some capacity, as a brand marketer. Last spring, while enduring a particularly grueling stint as CMO for a Montanan e-commerce brand (yes, those exist), I found myself revisited by the remarks of an old journalism school professor: from his perspective, journalism students who apply their storytelling talents toward PR and marketing have crossed over to "the dark side."

While I find this a touch heavy-handed, I get the point, and I believe his notion resurfaced to meet the moment: we live in a world sorely hurting for analog (human) creativity and high-quality longform.

So I quit, traveled west with my dog in a 1986 U-Haul I'd converted into a camper, and plotted.

Step one: I founded Pulphead, a lounge (named after John Jeremiah Sullivan’s seminal 2011 essay collection) where Bozeman writers commune and grind out their prose until 2 a.m. Entry is a flat $5, which comes with unlimited drip coffee and tea.

Step two: leverage the Pulphead regulars and its online following to secure contributors for my new literary magazine, ANEMONE. Thus far, everything is going to plan.

We live in a world sorely hurting for analog (human) creativity and high-quality longform.

AC: Why do you think it's so important to create and preserve these spaces for authentic writing?

MS: Writing is a solitary act. Nonetheless, younger generations, in particular, struggle to forge IRL community in the way older generations might understand as an ordinary facet of being human.

By building a space that is as homey as it is supportive of their literary interests, we’re not only helping these individuals find their birds of a feather, but also providing them with a dojo that mandates setting aside blocks of time away from phones, home lives, and the other distractions. Win-win?

Incidentally, Livingston boasts the highest per-capita concentration of professional writers anywhere in the country. Couple this with another statistic — that Montana has more bookstores per capita than any other state — and it becomes clear southwest Montana is as fertile a place as any to invest in literature and its related industries.


AC: That's so interesting. What have you learned from being in community with creatives in Bozeman?

MS: In terms of writing, I've learned plenty. What has excited me most, however, is what I’ve learned from a small group of Indigenous women who come to the shop to write poetry and make beaded clothing in the traditions of their respective tribes (most notably, Crow, Cheyenne, Shoshone).

This is a group I’d otherwise have limited opportunity to engage with outside of Pulphead, and learning about their traditions, beliefs, hopes — even a little vocabulary — through firsthand conversation has proved incredibly edifying.

AC: And you mentioned you've seen Freewrites pop up in Pulphead. You use one, right?

MS: Yes. About seven years ago, not long after moving to Montana from New York, I purchased an Olivetti Lettera 32 typewriter from eBay. It appeared that a romanticizing of my newfound remoteness had rekindled my interest in writing.

I loved the mechanical feel and distraction-free interface, but the inability to edit line by line proved a notable annoyance for a mind habituated to modern computers. A few years down the road, some digging for alternatives led me to a blog post about smart/electronic typewriters. Voilà.

I purchased a Freewrite Gen3 Smart Typewriter, and I've been hooked ever since.

AC: That's awesome. So tell us about ANEMONE. What is it?

MS: ANEMONE is a print-only magazine (printed in a traditional broadsheet newspaper format). As for for theme, broadly, the world as told by Montanans. Short fiction, creative nonfiction, poetry, reportage, photography, and visiual illustrations comprise the submission categories.

AC: Print-only!

MS: Print is only dying because we let it.

AC: Is there a story about the name?

MS: Most people know the word anemone to describe a family of flowers — a 200-plus-species family of buttercups, comprising varieties both wild and domesticated. Dubbed “windflowers,” their delicate petals are said to blow open in the breeze; the ancient Greek word anemos means “wind.” I was drawn to the metaphorical value of beauty and how it can be revealed to us through an invisible force.

To add another layer, when I was a boy my father and I would spend weekends at the beaches north of San Francisco, where I was born and raised until I was seven. We would study the massive turqoise, kelly green, and purple sea anemones clinging to rocks left exposed by the receding Pacific tides (as to why, I can't say, outside of them looking funny, almost alien). A good memory.

Finally, “Anemone” is the name of an exquisite song by The Brian Jonestown Massacre, an irreverent and controversial rock band led by Anton Newcombe, an obsessive creative who rejects the surrender of culture and art to commercial interests. The track has a hold on me. It's like a portal to another era.

AC: Why do you think this sort of analog creativity is important?

MS:  I'm told the unending deluge of digital interface is leaving humans less and less capable of “deep work.” Will we ever know the difference?

Will we recognize what a society incapable of deep work looks like compared with those that came before it? Or will the transition manifest as a gradual degradation of quality, much as Coca-Cola was slowly, but surely, divorced from real sugar, such that to taste what Coke used to be like, one must order a Mexican Coke, still made with real cane sugar?

For me, analog perspective (and any creativity wrung from it) is rooted in continuity, tangibility, lived experience, slowness, spatial relation, nuance, emphasis on process, and grace for imperfection — antithetical to one of replicability, speed, binary outcomes, predictability, and optimization.

I prefer the former, and I suspect those who prefer the latter don't read or write much — life is a beautiful, taxing mess, and good writers find merit in this duality.

For me, analog perspective (and any creativity wrung from it) is rooted in continuity, tangibility, lived experience, slowness, spatial relation, nuance, emphasis on process, and grace for imperfection — antithetical to one of replicability, speed, binary outcomes, predictability, and optimization.

AC: Who is invited to submit to ANEMONE?

MS: We do limit submissions to Montanans, past and present, though we will feature writers from other states should the content of their writing bear an obvious relation to Montana — a requirement not imposed on Montanan writers.

All information regarding submissions can be found at www.anemonereview.com, along with all other facets of the magazine.

August 26, 2026 1 min read

Love the Freewrite 500? Here are 3 more writing contests for competitive short fiction writers.

1) Writers' Hour Magazine Prompts

The London Writer's Salon (a global writing group — no London residence necessary!) regularly host a writing contest via their Writers' Hour Magazine. Want to know a secret? Their September theme is all about freewriting.

Join them for a free workshop, Introduction to Freewriting, on Thursday, September 3, and get all the details about the contest.

The winner of the contest will win something Freewrite-shaped. 👀

2) NYC Midnight Challenges

This organization (again, no affiliation with NYC necessary) regularly hosts short story contests. Their next challenge is all about writing a rhyming story.

Learn more and register here.

Note: NYC Midnight writing contests generally have a fee to enter.

3) Henshaw Press Short Story Competition

This short story competition is open to anyone over age 16. And the best part? There is a cash prize, and profits go to charity.

Learn more here.

July 30, 2026 2 min read

PRESENTED IN COLLABORATION WITH

Calling all micro-fiction storytellers! 🏁

For the second year in a row, Freewrite is teaming up with Grant Faulkner, co-founder of the Flash Fiction Institute and author of The Art of Brevity, to bring you the fastest, most adrenaline-pumping writing event of the year.

Whether you're a seasoned writer or a creative rookie, the Freewrite 500 is your chance to rev up your imagination, write a 500-word story, and win big.

You do not need to own a Freewrite to participate.

[REGISTRATION CLOSED]

 

How It Works

🎟️ Fill out the form above to secure your spot. It's totally free. (You must register to participate.)

📖 Watch the free mini flash fiction lesson by Grant Faulkner, which includes the announcement of the prompt for the contest. WATCH IT HERE.

📝 You'll have the weekend to finish and submit your 500-word storybased on the prompt by end of day on Monday, August 17. Entries must be 500 words or less. The entry form is plain text. Any necessary formatting should be noted in [brackets]. [SUBMISSIONS CLOSED]

✏️ Our judging panel, led by Faulkner and made up of writers from the Freewrite team and the Flash Fiction Institute, will judge each piece based on: length (500 words), relevance to the prompt, and creativity.

🥇 NEW THIS YEAR: The panel will select three finalists, and then announce one grand prize winner.

All work must be submitted by 11:59 p.m. ET on Monday, August 17, 2026.

The Prize Pack

One winner will receive:

  • Publication on the Freewrite blog and Flash Fiction Institute blog
  • 1 Freewrite Traveler
  • 1 hour-long one-on-one coaching session with Grant Faulkner
  • 1 free Flash Gym session with the Flash Fiction Institute
  • 1 Words Are Hard prompt deck
  • A paperback copy of Set Your Story Free, the ultimate guide to freewriting
  • A digital copy of the opening chapter of Grant Faulkner's book, The Art of Brevity

Second and third place writers will each receive:

  • Publication on the Freewrite blog and Flash Fiction Institute blog
  • 1 Freewrite Alpha
  • 1 free Flash Gym session with the Flash Fiction Institute
  • Words Are Hard prompt deck
  • A paperback copy of Set Your Story Free, the ultimate guide to freewriting
  • A digital copy of the opening chapter of Grant Faulkner's book, The Art of Brevity

The Schedule

  • Thursday, Aug 13: Lesson & prompt announcement
  • Monday, Aug 17: Submissions deadline
  • Monday, Aug 31: Finalists announced
  • Monday, September 7: Grand prize winner announced

Questions? You can reach us at hello@getfreewrite.com.

Write on.

The Freewrite 500 Pit Crew 🏁 

Full contest terms and conditions